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5543-58-8,MFCD00272376
Catalog No.:AA00DE8E

5543-58-8 | (R)-4-Hydroxy-3-(3-oxo-1-phenylbutyl)-2H-chromen-2-one

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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00DE8E
Chemical Name:
(R)-4-Hydroxy-3-(3-oxo-1-phenylbutyl)-2H-chromen-2-one
CAS Number:
5543-58-8
Molecular Formula:
C19H16O4
Molecular Weight:
308.3279
MDL Number:
MFCD00272376
SMILES:
CC(=O)C[C@@H](c1c(=O)oc2c(c1O)cccc2)c1ccccc1
Properties
Computed Properties
 
Complexity:
502  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Heavy Atom Count:
23  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
4  
XLogP3:
2.7  

Literature

Title: Influence of adult age on the total and free clearance and protein binding of (R)- and (S)-warfarin.

Journal: British journal of clinical pharmacology 20121101

Title: Vorapaxar, an oral PAR-1 receptor antagonist, does not affect the pharmacokinetics and pharmacodynamics of warfarin.

Journal: European journal of clinical pharmacology 20121101

Title: Enantioselective synthesis of coumarin derivatives by PYBOX-DIPH-Zn(II) complex catalyzed Michael reaction.

Journal: The Journal of organic chemistry 20121005

Title: Effect of carisbamate on the pharmacokinetics and pharmacodynamics of warfarin in healthy participants.

Journal: Journal of clinical pharmacology 20120901

Title: CYP4F2 gene polymorphism as a contributor to warfarin maintenance dose in Japanese subjects.

Journal: Journal of clinical pharmacy and therapeutics 20120801

Title: The effect of fimasartan, an angiotensin receptor type 1 blocker, on the pharmacokinetics and pharmacodynamics of warfarin in healthy Korean male volunteers: a one-sequence, two-period crossover clinical trial.

Journal: Clinical therapeutics 20120701

Title: Effects of CYP4F2 gene polymorphisms on warfarin clearance and sensitivity in Korean patients with mechanical cardiac valves.

Journal: Therapeutic drug monitoring 20120601

Title: Screening of chemicals for human bioaccumulative potential with a physiologically based toxicokinetic model.

Journal: Archives of toxicology 20120301

Title: Ginkgo biloba extract attenuates warfarin-mediated anticoagulation through induction of hepatic cytochrome P450 enzymes by bilobalide in mice.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20120115

Title: The population pharmacokinetics of R- and S-warfarin: effect of genetic and clinical factors.

Journal: British journal of clinical pharmacology 20120101

Title: [Enantioselective determinination of R-warfarin/S-warfarin in human plasma using liquid chromatography-tandem mass spectrometry and its application in a drug-drug interaction study].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20120101

Title: Stereoselective regulations of P-glycoprotein by ginsenoside Rh2 epimers and the potential mechanisms from the view of pharmacokinetics.

Journal: PloS one 20120101

Title: Drug interaction of (S)-warfarin, and not (R)-warfarin, with itraconazole in a hematopoietic stem cell transplant recipient.

Journal: Clinica chimica acta; international journal of clinical chemistry 20111009

Title: Drug-drug interaction study to assess the effects of multiple-dose pitavastatin on steady-state warfarin in healthy adult volunteers.

Journal: Journal of clinical pharmacology 20110901

Title: Effects of fesoterodine on the pharmacokinetics and pharmacodynamics of warfarin in healthy volunteers.

Journal: British journal of clinical pharmacology 20110801

Title: Lack of pharmacokinetic and pharmacodynamic interactions of roflumilast with (R, S)-warfarin in healthy adult subjects.

Journal: International journal of clinical pharmacology and therapeutics 20110601

Title: Novel multi-mode ultra performance liquid chromatography-tandem mass spectrometry assay for profiling enantiomeric hydroxywarfarins and warfarin in human plasma.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20110501

Title: Probable interaction between warfarin and rifaximin in a patient treated for small intestine bacterial overgrowth.

Journal: The Annals of pharmacotherapy 20110501

Title: Effect of linagliptin on the pharmacokinetics and pharmacodynamics of warfarin in healthy volunteers.

Journal: International journal of clinical pharmacology and therapeutics 20110501

Title: Simultaneous determination of warfarin and 7-hydroxywarfarin enantiomers by high-performance liquid chromatography with ultraviolet detection.

Journal: Therapeutic drug monitoring 20110201

Title: Genetics of warfarin sensitivity in an emergency department population with thromboembolic.

Journal: The western journal of emergency medicine 20110201

Title: Effects of nilotinib on single-dose warfarin pharmacokinetics and pharmacodynamics: a randomized, single-blind, two-period crossover study in healthy subjects.

Journal: Clinical drug investigation 20110101

Title: Safety and efficacy of dronedarone in the treatment of atrial fibrillation/flutter.

Journal: Clinical Medicine Insights. Cardiology 20110101

Title: Gene-drug interaction in stroke.

Journal: Stroke research and treatment 20110101

Title: Contribution of three CYP3A isoforms to metabolism of R- and S-warfarin.

Journal: Drug metabolism letters 20101201

Title: Stereoselective interactions of warfarin enantiomers with the pregnane X nuclear receptor in gene regulation of major drug-metabolizing cytochrome P450 enzymes.

Journal: Journal of thrombosis and haemostasis : JTH 20101201

Title: Warfarin toxicity and individual variability-clinical case.

Journal: Toxins 20101101

Title: Effect of single-dose rifampin on the pharmacokinetics of warfarin in healthy volunteers.

Journal: Clinical pharmacology and therapeutics 20101001

Title: Standard warfarin dose in a patient with the CYP2C9*3/*3 genotype leads to hematuria.

Journal: Clinica chimica acta; international journal of clinical chemistry 20100906

Title: Interaction between warfarin and the herbal product Shengmai-yin: a case report of intracerebral hematoma.

Journal: Yonsei medical journal 20100901

Title: Simultaneous measurement of S-warfarin, R-warfarin, S-7-hydroxywarfarin and R-7-hydroxywarfarin in human plasma by liquid chromatography-tandem mass spectrometry.

Journal: Journal of pharmaceutical and biomedical analysis 20100605

Title: Hydroxywarfarin metabolites potently inhibit CYP2C9 metabolism of S-warfarin.

Journal: Chemical research in toxicology 20100517

Title: Effect of casopitant, a novel NK-1 receptor antagonist, on the pharmacokinetics and pharmacodynamics of steady-state warfarin.

Journal: Journal of clinical pharmacology 20100501

Title: Warfarin and UDP-glucuronosyltransferases: writing a new chapter of metabolism.

Journal: Drug metabolism reviews 20100201

Title: Effects of folic acid supplementation on the pharmacokinetics and anticoagulant effect of warfarin: an open-label, prospective study of long-term administration in adults.

Journal: Clinical therapeutics 20100201

Title: Time-dependent inhibition (TDI) of CYP3A4 and CYP2C9 by noscapine potentially explains clinical noscapine-warfarin interaction.

Journal: British journal of clinical pharmacology 20100201

Title: Effect of eslicarbazepine acetate on the steady-state pharmacokinetics and pharmacodynamics of warfarin in healthy subjects during a three-stage, open-label, multiple-dose, single-period study.

Journal: Clinical therapeutics 20100101

Title: Adverse Interaction between Capecitabine and Warfarin Resulting in Altered Coagulation Parameters: A Review of the Literature Starting from a Case Report.

Journal: Case reports in medicine 20100101

Title: Update on treatment of partial onset epilepsy: role of eslicarbazepine.

Journal: Neuropsychiatric disease and treatment 20100101

Title: VKORC1 pharmacogenetics and pharmacoproteomics in patients on warfarin anticoagulant therapy: transthyretin precursor as a potential biomarker.

Journal: PloS one 20100101

Title: Rosuvastatin, inflammation, C-reactive protein, JUPITER, and primary prevention of cardiovascular disease--a perspective.

Journal: Drug design, development and therapy 20100101

Title: Interaction between clopidogrel and proton-pump inhibitors and management strategies in patients with cardiovascular diseases.

Journal: Drug, healthcare and patient safety 20100101

Title: New high-performance liquid chromatography method for the determination of (R)-warfarin and (S)-warfarin using chiral separation on a glycopeptide-based stationary phase.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20091001

Title: Evaluation of silica monoliths in affinity microcolumns for high-throughput analysis of drug-protein interactions.

Journal: Journal of separation science 20090801

Title: The absence of an interaction between warfarin and cranberry juice: a randomized, double-blind trial.

Journal: Journal of clinical pharmacology 20090701

Title: The pharmacokinetics and pharmacodynamics of warfarin in combination with ambrisentan in healthy volunteers.

Journal: British journal of clinical pharmacology 20090501

Title: Effect of rutin on warfarin anticoagulation and pharmacokinetics of warfarin enantiomers in rats.

Journal: The Journal of pharmacy and pharmacology 20090401

Title: A review of exenatide as adjunctive therapy in patients with type 2 diabetes.

Journal: Drug design, development and therapy 20090101

Title: Preparation and characterization of poly(l-phenylalanine) chiral stationary phases with varying peptide length.

Journal: Journal of chromatography. A 20081024

Title: Effect of nebicapone on the pharmacokinetics and pharmacodynamics of warfarin in healthy subjects.

Journal: European journal of clinical pharmacology 20081001

Title: Delineation of the interactions between the chemotherapeutic agent eribulin mesylate (E7389) and human CYP3A4.

Journal: Cancer chemotherapy and pharmacology 20080901

Title: Pharmacodynamic interaction of warfarin with cranberry but not with garlic in healthy subjects.

Journal: British journal of pharmacology 20080801

Title: The role of cytochrome P2C19 in R-warfarin pharmacokinetics and its interaction with omeprazole.

Journal: Therapeutic drug monitoring 20080601

Title: Development of an affinity silica monolith containing human serum albumin for chiral separations.

Journal: Journal of pharmaceutical and biomedical analysis 20080414

Title: The effect of CYP2C19 genotypes on the pharmacokinetics of warfarin enantiomers.

Journal: Journal of clinical pharmacy and therapeutics 20080201

Title: Ciprofloxacin prolonged-release tablets do not affect warfarin pharmacokinetics and pharmacodynamics.

Journal: Journal of clinical pharmacology 20071001

Title: The effect of 1-furan-2-yl-3-pyridine-2-yl-propenone on pharmacokinetic parameters of warfarin.

Journal: Archives of pharmacal research 20070701

Title: Effects of daily ingestion of cranberry juice on the pharmacokinetics of warfarin, tizanidine, and midazolam--probes of CYP2C9, CYP1A2, and CYP3A4.

Journal: Clinical pharmacology and therapeutics 20070601

Title: Simultaneous determination of warfarin enantiomers and its metabolite in human plasma by column-switching high-performance liquid chromatography with chiral separation.

Journal: Therapeutic drug monitoring 20070601

Title: Development of an affinity silica monolith containing alpha1-acid glycoprotein for chiral separations.

Journal: Journal of chromatography. A 20070518

Title: A PK-PD model for predicting the impact of age, CYP2C9, and VKORC1 genotype on individualization of warfarin therapy.

Journal: Clinical pharmacology and therapeutics 20070401

Title: Plasma S/R ratio of warfarin co-varies with VKORC1 haplotype.

Journal: Blood coagulation & fibrinolysis : an international journal in haemostasis and thrombosis 20070401

Title: Association of warfarin dose with genes involved in its action and metabolism.

Journal: Human genetics 20070301

Title: Warfarin metabolism and anticoagulant effect: a prospective, observational study of the impact of CYP2C9 genetic polymorphism in the presence of drug-disease and drug-drug interactions.

Journal: Clinical therapeutics 20070301

Title: Supercritical fluid chromatography-tandem mass spectrometry for fast bioanalysis of R/S-warfarin in human plasma.

Journal: Journal of pharmaceutical and biomedical analysis 20061116

Title: Main haplotypes and mutational analysis of vitamin K epoxide reductase (VKORC1) in a Swedish population: a retrospective analysis of case records.

Journal: Journal of thrombosis and haemostasis : JTH 20060801

Title: VKORC1 gene variations are the major contributors of variation in warfarin dose in Japanese patients.

Journal: Clinical pharmacology and therapeutics 20060801

Title: The influence of co-treatment with carbamazepine, amiodarone and statins on warfarin metabolism and maintenance dose.

Journal: European journal of clinical pharmacology 20060401

Title: A new high-performance liquid chromatographic method for determination of warfarin enantiomers.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20051105

Title: The impact of CYP2C9 and VKORC1 genetic polymorphism and patient characteristics upon warfarin dose requirements: proposal for a new dosing regimen.

Journal: Blood 20051001

Title: Effect of omeprazole on the hydroxylation of warfarin enantiomers in human: in-vitro studies with liver microsomes and cDNA-expressed cytochrome P450 isozymes.

Journal: Current drug metabolism 20051001

Title: Kinetic study of cytochrome P450 3A4 activity on warfarin by capillary electrophoresis with fluorescence detection.

Journal: Journal of chromatography. A 20050805

Title: Significant effect of capecitabine on the pharmacokinetics and pharmacodynamics of warfarin in patients with cancer.

Journal: Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20050720

Title: Prediction of genotoxicity of chemical compounds by statistical learning methods.

Journal: Chemical research in toxicology 20050601

Title: Effect of ginkgo and ginger on the pharmacokinetics and pharmacodynamics of warfarin in healthy subjects.

Journal: British journal of clinical pharmacology 20050401

Title: Effect of gemfibrozil on the pharmacokinetics and pharmacodynamics of racemic warfarin in healthy subjects.

Journal: British journal of clinical pharmacology 20050401

Title: Effect of coenzyme Q10 on warfarin hydroxylation in rat and human liver microsomes.

Journal: Current drug metabolism 20050401

Title: High-performance affinity monolith chromatography: development and evaluation of human serum albumin columns.

Journal: Analytical chemistry 20041201

Title: Effect of quinidine on the 10-hydroxylation of R-warfarin: species differences and clearance projection.

Journal: The Journal of pharmacology and experimental therapeutics 20041001

Title: Development and evaluation of N-hydroxysuccinimide-activated silica for immobilizing human serum albumin in liquid chromatography columns.

Journal: Journal of chromatography. A 20040917

Title: Effect of St John's wort and ginseng on the pharmacokinetics and pharmacodynamics of warfarin in healthy subjects.

Journal: British journal of clinical pharmacology 20040501

Title: Influence of different recombinant systems on the cooperativity exhibited by cytochrome P4503A4.

Journal: Xenobiotica; the fate of foreign compounds in biological systems 20040501

Title: Contribution of age, body size, and CYP2C9 genotype to anticoagulant response to warfarin.

Journal: Clinical pharmacology and therapeutics 20040301

Title: Combination of chiral capillary electrochromatography with electrospray ionization mass spectrometry: method development and assay of warfarin enantiomers in human plasma.

Journal: Analytical chemistry 20031115

Title: Mechanism-based inhibition of human liver microsomal cytochrome P450 1A2 by zileuton, a 5-lipoxygenase inhibitor.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20031101

Title: Kiiv, an in vivo parameter for predicting the magnitude of a drug interaction arising from competitive enzyme inhibition.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20030801

Title: High-performance liquid-chromatographic determination of warfarin enantiomers in plasma with automated on-line sample enrichment.

Journal: Journal of biochemical and biophysical methods 20021231

Title: Influence of CYP2C9 and CYP2C19 genetic polymorphisms on warfarin maintenance dose and metabolic clearance.

Journal: Clinical pharmacology and therapeutics 20021201

Title: Warfarin dose adjustments based on CYP2C9 genetic polymorphisms.

Journal: Journal of thrombosis and thrombolysis 20021201

Title: Stereoselective kinetics of warfarin binding to human serum albumin: effect of an allosteric interaction.

Journal: Chirality 20020515

Title: Effect of the catechol-O-methyltransferase inhibitor entacapone on the steady-state pharmacokinetics and pharmacodynamics of warfarin.

Journal: British journal of clinical pharmacology 20020501

Title: Effect of modafinil at steady state on the single-dose pharmacokinetic profile of warfarin in healthy volunteers.

Journal: Journal of clinical pharmacology 20020201

Title: Lack of effect of repeated administration of levetiracetam on the pharmacodynamic and pharmacokinetic profiles of warfarin.

Journal: Epilepsy research 20011101

Title: Effects of oral vitamin K on S- and R-warfarin pharmacokinetics and pharmacodynamics: enhanced safety of warfarin as a CYP2C9 probe.

Journal: Journal of clinical pharmacology 20010701

Title: Crystal structure analysis of warfarin binding to human serum albumin: anatomy of drug site I.

Journal: The Journal of biological chemistry 20010622

Title: In vitro stimulation of warfarin metabolism by quinidine: increases in the formation of 4'- and 10-hydroxywarfarin.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20010601

Title: The effect of anastrozole on the single-dose pharmacokinetics and anticoagulant activity of warfarin in healthy volunteers.

Journal: British journal of clinical pharmacology 20010501

Title: The stereoselective effects of bucolome on the pharmacokinetics and pharmacodynamics of racemic warfarin.

Journal: Journal of clinical pharmacology 20010401

Title: Effect of ubidecarenone on warfarin anticoagulation and pharmacokinetics of warfarin enantiomers in rats.

Journal: Drug metabolism and drug interactions 20010101

Title: Drug interaction studies with esomeprazole, the (S)-isomer of omeprazole.

Journal: Clinical pharmacokinetics 20010101

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SDS
Tags:5543-58-8 Molecular Formula|5543-58-8 MDL|5543-58-8 SMILES|5543-58-8 (R)-4-Hydroxy-3-(3-oxo-1-phenylbutyl)-2H-chromen-2-one